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Beach Rentals and Apartments in Kailua, HI

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    All 114 Rentals in Kailua
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    Travelers to Kailua are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $95
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    1 / 11
    4.5 of 5 stars (20) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $85
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    1 / 8
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $165
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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio / 1 Bathroom / Sleeps 2
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    $3,150
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    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • TV
    • Washer
    • Dryer
    • Deck
    • Wi-Fi
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
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    Kailua, Oahu 96734
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    $8,750
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Mountain Views
    • Internet Access
    • Waterfront
    • DVD Player
    • Stereo System
    • Satellite TV
    • Watersports Nearby
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH beach, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounger chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully... View all property information
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    Kailua, Oahu 96734 2324
    5 of 5 stars Reviewed May 31, 2015
    Our family got to spend a week in paradise in Dan's home. The view from the lanai is outstanding. Steps to the beach, all the beach and water toys one could ever hope for, perfect...
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    $9,800
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    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Internet Access
    • Water Views
    • Hot Tub
    • Deck
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This uniquely positioned southwest facing oceanfront property is prominently situated at Kapoho Point in Kaimalino tucked in and protected on the bay side! This one-of-a-kind custom island-style home built in 2007 has approximately 180 linear feet of ocean frontage and captivates at every turn.... View all property information
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    Kailua, Oahu 96734
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    $450
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    1 / 23
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Grill
    • Dryer
    • Refrigerator
    • Ocean Views
    • Water Views
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed March 1, 2015
    Our stay at Kailua beach was lovely. It is a strikingly beautiful beach with very child friendly waters. Great swimming. The cottage is a simple, light-filled, older beach...
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    $3,675
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    1 / 30
    4.5 of 5 stars (6) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveler have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Water Park Nearby
    • Internet Access
    • Satellite TV
    • Stereo System
    • Watersports Nearby
    • There Are Tennis...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    2 of 5 stars Reviewed July 10, 2015
    At arrival we met Joe, who showed us the house. We thought we rented the house for our selves, but Joe and his wife also lives in the house...not as expected! We were two...
    5 of 5 stars Reviewed June 24, 2015
    We were gathering adult children and their spouses/partners who live in different cities for a family vacation, and was looking for a property where we could settle in, be...
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    $325
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    1 / 22
    4.5 of 5 stars (16) Very good
    7 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (16) Make Inquiry
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • Grill
    • Staffed Property
    • Wi-Fi
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed May 20, 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
    5 of 5 stars Reviewed February 11, 2015
    We were able to find this awesome accommodation last minute. The house is clean, spacious and in such a wonderful location. We were close to shopping, restaurants and the most...
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    $195
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Dryer
    • Grill
    • Microwave
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Aloha and welcome to Hau'oli Hale! Listen to the sounds of the nearby ocean in this private oasis in peaceful Kailua. This is a newly constructed customized spacious unit with excellent airflow, high ceilings, a beautiful walk in tiled shower with a hydro-rail dual shower head fixture, custom... View all property information
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    Location Information
    Kailua, Oahu
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    $2,100
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Plumeria Hale is a gorgeous vacation home located on the Windward side of Oahu, near famous Kailua Beach Park and Lanikai. The home offers four bedrooms, all with plush furnishings. Two bedrooms have en-suite baths. The living space is designed around a great room that is perfect for family time... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $800
    / Night
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Stereo System
    • Internet Access
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. The epitome of island living is experienced in Kailua, Oahu. Kailua is known for its beautiful weather and small town atmosphere. Kailua town is just a short bike ride away, where you will find great boutiques, and restaurants. Or hike the Lanikai... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $650
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    1 / 19
    4.5 of 5 stars (3) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    • Fireplace
    • Mountain Views
    • Deck
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 10, 2014
    Lots & lots of room. Family of 7 - 2 kids (8&10), 2 couples & single. So there was plenty of space that we could stay out of each others hair and off each others nerves. We...
    5 of 5 stars Reviewed December 19, 2013
    Our family of four, my friends family of 5 and my Mom and step father stayed here for 10days. I would recommend it. the beds were comfortable, as was the house. There was no air...
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    $395
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    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travelers have booked this property
    Overview Reviews (24) Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Mountain Views
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 23, 2015
    We stayed for one week and rented the three properties available for our extended family. Grandparents and two families of four with small children and babies. The rentals were...
    5 of 5 stars Reviewed April 19, 2014
    We wanted to celebrate a 50 year anniversary with the whole family and this proved to be the perfect setting! Each family of 4 had their own 'home': one was in Kukui House...
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    $1,100
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    1 / 24
    4.5 of 5 stars (3) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 15
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 4, 2012
    Stayed one week at this beautiful home. Traveled with 7 adults and 2 teens. Everyone had a room and plenty of space. The home is situated so that breeze flow through out the...
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    $144
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    1 / 7
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Patio
    • TV
    • Air Conditioning
    • Refrigerator
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Walk to Kailua Beach or Town. Located at: Hawaii Sheffield House 131 Kuulei Road Kailua, Hawaii The Hawaii Sheffield House Ginger Studio is located between Kailua Beach and Kailua Town.The Hawaii Sheffield House has its own 'secret garden' with an outdoor dining table. It is a delightful... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 31, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    $195
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • Grill
    • Dryer
    • DVD Player
    • Microwave
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Makana's Place can be rented as a one (1), two(2) or three (3) bedroom home, in quaint Kailua Town. This Non-Smoking home is very spacious over 1500 square feet living quarters, which is equivalent to a 5 bedroom home. Beautifully decorated with well quality furniture. Makana's Place features a... View all property information
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    Location Information
    Kailua, Oahu
    From
    $775
    / Night
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Waterfront
    • Washer
    • Air Conditioning
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kakela Kai is a well-maintained, nicely furnished four bedroom, three bath contemporary home with den and approx. 2,200 sq. ft. located in a security-gated neighborhood near the center of Kailua Beach. High ceilings and sliding glass doors in the main living areas provide a feeling of spaciousness... View all property information
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    Kailua, Oahu 96734
    From
    $200
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    1 / 16
    Studio / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $450
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    1 / 31
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
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    Amenities & Details
    • Mountain Views
    • Fireplace
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Dryer
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaiian Paradise, across the street is a short path to Kailua Beach, voted #1 beach in America by Conde Nast Traveler Magazine. A beautiful rather secluded beach far less crowed than most beaches in Hawaii. This private home is a home away from home. This 3 bedroom, 3 Bath property is completely... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $4,500
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    1 / 26
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Dishwasher
    • Stereo System
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
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    Kailua, Oahu
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    $265
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Water Views
    • Stereo System
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 26, 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed February 18, 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    $695
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (22) Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Deck
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 25, 2014
    This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
    5 of 5 stars Reviewed July 7, 2014
    We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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    $145
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    1 / 20
    4.5 of 5 stars (19) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (19) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Water Views
    • DVD Player
    • TV
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    From 1 to 5 bedrooms, private, air conditioned vacation rental units on world class Kailua Beach. Just 20 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 10, 2015
    We had a wonderful time in Kailua and stayed in a beautiful home with 5 bedrooms. This home was gorgeous and fantastic. The beach was so close also a great plus would recommend to...
    2 of 5 stars Reviewed June 26, 2015
    We stayed at this accommodation for 5 nights in June 2015. This was a very disappointing stay. While the location is very good (about 5 minute’s walk to the very lovely...
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    $147
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    1 / 18
    5 of 5 stars (29) Excellent
    Studio / 1 Bathroom / Sleeps 3
    Overview Reviews (29) Make Inquiry
    Amenities & Details
    • Balcony
    • TV
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Linens Provided
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu.Our private,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 17, 2015
    Lanikai Studios is in a quiet neighborhood, super close to the beach. The beds were comfortable, and the whole place was very clean. We looked specifically for a place with the...
    5 of 5 stars Reviewed July 16, 2015
    Lanikai Studios was in a great location, conveniently close to the beautiful Lanikai beach. The beds were very comfortable and me had everything we needed. I was travelling with...
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    $190
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    1 / 24
    4 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed November 9, 2014
    My husband and I stayed at Lanikai Love for 10 days for our honeymoon. We absolutely loved every second of our stay here! The property is exactly as described and even more...
    3 of 5 stars Reviewed September 20, 2014
    Not pravite pool and hot tub, shared with others lived in that house. No late check out option 11:00 too early. Living room got only fan it's kind hot dining there.
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    $126
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    5 of 5 stars (7) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Dryer
    • DVD Player
    • Porch
    • Satellite TV
    • Refrigerator
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 13, 2015
    Sabine and Ray were wonderful hosts, extremely nice and accomodating even made sure that my 11 year old son had the best vacation ever. The cottage was very cozy and perfect for...
    5 of 5 stars Reviewed July 7, 2014
    We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
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    $115
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    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
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    • TV
    • Wi-Fi
    • Refrigerator
    • Dryer
    • Air Conditioning
    • Grill
    • Staffed Property
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lets be honest... one of the main reasons you're visiting Hawaii is for the beautiful weather year round and the jaw dropping beaches. Our vacation rentals are all within walking distance to one of the worlds most beautiful beaches, Kailua beach. Two of our properties (our Awakea & Ali'i... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $139
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    1 / 8
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
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    Location Information
    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed March 12, 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    $875
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
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    • Air Conditioning
    • Stereo System
    • Mountain Views
    • Internet Access
    • DVD Player
    • Satellite TV
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine... View all property information
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    Kailua, Oahu 96734
    From
    $95
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Washer
    • Patio
    • DVD Player
    • Linens Provided
    • Dryer
    • TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed January 7, 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    $249
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    1 / 15
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • TV
    • Refrigerator
    • Waterfront
    • Grill
    • Internet Access
    • Dryer
    • Washer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a very unique beachfront apartment new to the rental market. The 'Surf House' was newly constructed in 2013 and is part of a larger, all custom, beachfront estate situated in a kama`aina (local) neighborhood. The owner of this property is a collector of Hawaiian surf memorabilia, and... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed September 6, 2014
    We just got back from a weeklong stay at Surf house, and it was perfection. Everything from the beginning till the end has been easy and smooth. Julie, the real estate agent who...
    5 of 5 stars Reviewed June 1, 2014
    First let me say working with Julie has been easy as pie, from her professional help to her amazing taste and recommendations while on Oahu she has helping make the process of...
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    $330
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • DVD Player
    • Mountain Views
    • Satellite TV
    • Grill
    • Internet Access
    • Washer
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $249
    / Night
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    1 / 19
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Linens Provided
    • Mountain Views
    • DVD Player
    • Patio
    • Parking
    • Refrigerator
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beach-side cabana was newly constructed in 2001 and remains in immaculate condition. Equipped with many amenities, it is located just 100 steps along a private beach access path to the shore of world-famous Kailua Beach. Enjoy the caressing tradewinds on your private lanai - surrounded by... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 6, 2012
    This cabana is in a great location if you are looking for something peaceful and relaxing. We stayed over a weekend after being in Waikiki the week prior, and it was a delightful...
    5 of 5 stars Reviewed February 6, 2012
    We really enjoyed our short stay at Julie's Cabana. It is beautifully decorated and she made us feel especially welcome with a basket of local goodies and ideas and directions to...
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    $8,400
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    1 / 22
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Waterfront
    • DVD Player
    • Satellite TV
    • Internet Access
    • Water Views
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Open the front door to a spectacular ocean view and the sound of waves crashing against the shoreline as you arrive in paradise. Take time to enjoy the stunning Kailua sunrise as the sun emerges from the sea between the majestic Mokulua Islands. The bright and airy open-floor design features... View all property information
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    Kailua, Oahu 96734
    From
    $165
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    1 / 19
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Patio
    • TV
    • Refrigerator
    • Mountain Views
    • Stove
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 21, 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    $650
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    1 / 21
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Grill
    • Satellite TV
    • Deck
    • Air Conditioning
    • Internet Access
    • Dryer
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for... View all property information
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    Kailua, Oahu 96734
    From
    $5,600
    / Week
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    1 / 13
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • TV
    • Internet Access
    • Private Outdoor...
    • Refrigerator
    • Dryer
    • Stove
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This two bedroom, master-crafted luxury home is located on a quiet lane just steps from world renown Kailua Beach - voted one of the world's best beaches in numerous surveys. The home's island-inspired architecture provides a wonderful sense of place among the tropical vegetation and resort-like... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $425
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    1 / 27
    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    • TV
    • Deck
    • Wi-Fi
    • Dryer
    • Washer
    • Grill
    • Refrigerator
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,125
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    1 / 2
    6 Bedrooms / 5 Bathrooms / Sleeps 18
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    Amenities & Details
    • Patio
    • Satellite TV
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Washer
    • Hot Tub
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $500
    / Night
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    1 / 15
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Dryer
    • Private Outdoor...
    • Boat Available
    • Air Conditioning
    • Washer
    • Stereo System
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come experience the beauty of Kailua. Stay in our charming 'Hale Nalu Palekaiko ' Surf Paradise Home. See why people call Kailua 'Papalani' Heaven on earth! Relax in our charming and comfortable 3 bedroom, 2 bathroom hale. We also have a ohana/cottage that can be rented with the main hale. The... View all property information
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    Location Information
    Kailua, Oahu
    From
    $899
    / Night
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    1 / 1
    8 Bedrooms / 4 Bathrooms / Sleeps 18
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    Amenities & Details
    • Hot Tub
    • Washer
    • Dryer
    • Garage
    • Deck
    • Private Outdoor...
    • TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Description Tranquility House is located at the east part of the island of Oahu. It is surrounded by lush green mountains and just a few minutes walk to the sandy beach. The property has a peaceful atmosphere. Enjoy relaxing in this fully furnished home with an authentic island style. In this... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,189
    / Night
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    1 / 25
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Wi-Fi
    • Washer
    • Parking
    • Grill
    • Refrigerator
    • Linens Provided
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description Seaside Jewel is a classic beachfront estate reminiscent of 'Old Hawaii'. Coconut trees abound throughout the spacious lush green lawns. With large open spaces, both inside and out, this home is perfect for big families or family reunions. Seaside Jewel sits on Kailua Beach, one of the... View all property information
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    Kailua, Oahu 96734
    From
    $125
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    4.5 of 5 stars (7) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • TV
    • Washer
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Dryer
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 2, 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed February 13, 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    $199
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    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
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    • Watersports Nearby
    • There Are Tennis...
    • Dryer
    • Wi-Fi
    • Mountain Views
    • Washer
    • TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Kailua, Oahu 96734
    From
    $350
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    1 / 19
    3 Bedrooms / 1 Bathroom / Sleeps 7
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Hale Plumeria is the perfect home for your vacation; away from tourist areas, yet convenient to airport & all major attractions such; scenic drive to North Shore, Sea life Park, Lanikai, Kailua Beach, Hiking, snorkeling, paddle boarding, kayaking, surfing, boogie boarding & so much more... Hale... View all property information
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    Kailua, Oahu 96734
    From
    $4,500
    / Night
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    1 / 33
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    Amenities & Details
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description The Paradise Point Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $569
    / Night
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    1 / 18
    2 of 5 stars (1) Poor
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Parking
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool...
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description A very nice updated 5-bedroom home located on small cul de sac street with no traffic. You can walk to Kailua Beach accessible just 2 blocks away. The beach entrance is a private street entrance so you can walk to the beach and not have a large crowd on the beach. The white sands of... View all property information
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    Kailua, Oahu 96734
    2 of 5 stars Reviewed January 6, 2015
    This property looks OK in pictures and description, but that is where it ends. 1. The kitchen lighting was so poor that we could barely see to cook. We brought in bedroom lamps...
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    $80
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Refrigerator
    • Watersports Nearby
    • Dryer
    • Washer
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Airy and bright bedroom with private bathroom in house with resident owner in Kailua. Backyard faces a canal that empties into ocean. Dock and barge boat for afternoon relaxation. Hiking, windsurfing and ocean sports, lovely beaches, and shopping within 2 miles. Waikiki and airport easy to... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 29, 2015
    Georgia T is an excellent host whose hospitality made my stay in Kailua really memorable. As well as the large, en suite room I stayed in, I had access to kitchen, lounge and...
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    $90
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    1 / 6
    Studio / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Dryer
    • DVD Player
    • There Are Tennis...
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Watersports Nearby
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cozy studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg, microwave, toaster,... View all property information
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    Location Information
    Kailua, Oahu 96734
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.